AI Client Engagement & Delivery Lead
About The Position
At TWG Group Holdings, LLC ('TWG Global'), the organization is at the cutting edge of innovation and business transformation, leveraging data and AI to manage a diverse portfolio across Investments, Securities, Insurance, Finance, Corporate Lending, Merchant Banking, Sports, Media, and Entertainment. Data and AI are central to their strategy, transforming data into a competitive advantage and providing real-time intelligence through interactive, cloud-native business applications. TWG Global is evolving into an AI-first, model-driven, and cloud-native company, prioritizing responsible data and AI practices within a regulated environment, aiming for high standards of ethics, responsibility, and transparency in developing AI/ML business applications. This role is central to the data and analytics transformation, involving close collaboration with management teams to achieve strategic objectives and operational excellence. The decentralized structure empowers business units while benefiting from the central AI Solutions Group's strategic guidance. The position offers opportunities to work on transformative projects through pioneering partnerships with major data and AI vendors, revolutionizing marketing, distribution, customer acquisition, and internal processes to enhance productivity, reduce costs, and create high-demand products and services. The advanced data systems developed will provide management with real-time performance data for swift, informed decision-making. Additionally, the role involves leveraging strategic relationships and equity positions in leading tech startups to create competitive advantages, contributing to projects that reshape industries, from cloud-based supercomputing to initiatives with major universities. The work directly contributes to TWG Global's goal of sustained growth and superior returns, with expected annual equity returns exceeding 20%, including growing dividends. The AI Client Engagement Lead will spearhead go-to-market efforts, acting as both a dealmaker and a builder. This involves owning high-stakes sales cycles and establishing a repeatable, scalable sales motion, defining how AI solutions are sold in a rapidly evolving market. The role reports directly to the Head of AI Business Development and requires cross-functional collaboration with product, engineering, and the broader TWG ecosystem. It is suited for individuals who thrive in fast-paced environments, enjoy building from scratch, and are energized by selling complex solutions to sophisticated buyers.
Requirements
- 5+ years in enterprise SaaS sales or management consulting with a strong record of closing complex deals
- Experience selling AI, data, or technical products to financial services, insurance, or adjacent verticals
- Familiar with early-stage environments where you’re expected to build the strategy, not just execute it
- Clear, confident communicator who can break down complex ideas for any audience
- Deeply curious, highly accountable, and motivated by impact
- You operate with urgency, precision, and a founder mindset
- Bachelor’s degree required
Nice To Haves
- MBA or technical background is a plus
Responsibilities
- Identify top targets, craft outreach strategies, and establish early traction with enterprise buyers
- Lead discovery conversations with prospective clients to deeply understand their pain points and evaluate fit
- Surface customer requirements through thoughtful, attentive conversation and clearly articulate how our AI solutions uniquely meet those needs
- Consistently hit or exceed your quota by managing high-quality, high-velocity deal flow across the funnel
- Understand how decisions are made and drive consensus across legal, risk, IT, and business units
- Design and refine sales collateral, demos, and tools that speed up the path to close
- Partner with Customer Success to ensure a smooth handoff and long-term adoption
- Stay close to customers post-sale to identify upsell and renewal opportunities
- Help define the sales motion, metrics, and process as we scale
Benefits
- competitive base + bonus structure
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What This Job Offers
Job Type
Full-time
Career Level
Senior
